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Ask the community...

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Paolo Ricci

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Don't forget about quarterly estimated tax payments! This was my biggest shock in my first year of business. Since you don't have an employer withholding taxes, you're supposed to make estimated tax payments every quarter. If this is your first year and you're filing late, you might face some penalties for not making those payments. But going forward, try to set aside about 25-30% of your profits for taxes (including self-employment tax which is an extra 15.3%). I learned this the hard way and got hit with a big tax bill plus penalties. Now I just automatically transfer 30% of every sale into a separate savings account for taxes.

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StarSailor

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Oh no, I had no idea about quarterly payments! So I should have been paying throughout 2024 already? How do I even calculate how much to pay each quarter when my income varies so much month to month?

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Paolo Ricci

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Yes, you should have been making quarterly payments for 2024, but don't panic too much - first-time business owners often miss this. The payments are due in April, June, September, and January of the following year. For calculating the amount, you have a few options. The safest way is to pay 100% of your previous year's tax liability divided by four (or 110% if your income was over $150,000). Since this is your first year, you can estimate based on your projected annual profit. The IRS Form 1040-ES has worksheets to help you calculate this. If your income varies a lot, you can also use the "annualized income installment method" which lets you pay based on what you actually earned each quarter.

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Amina Toure

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If you're doing your Schedule C for the first time, definitely don't forget about the QBI deduction (Qualified Business Income). As a sole proprietor, you might qualify for a deduction of up to 20% of your net business income! It's on Form 8995. I missed this my first year and later realized I left money on the table. It's one of those newer deductions that a lot of first-time business owners aren't aware of.

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The QBI is huge! But doesn't it phase out at certain income levels? I think there are also limitations based on business type.

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Amina Toure

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You're right about the phase-outs, but they start pretty high - around $170,700 for single filers or $341,400 for married filing jointly (for 2024). Since OP mentioned making about $24,000, they should be well under the threshold. There are limitations for certain service businesses like law, medicine, consulting, etc., but a woodworking business making physical products would generally qualify without those restrictions. The basic calculation is straightforward for most small businesses under the income thresholds - typically 20% of your net Schedule C income.

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Debra Bai

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Don't overthink this - I've sent plenty of returns using Priority Mail with no issues. But make sure you're sending it to the CORRECT IRS address! The mailing address varies depending on your state and whether you're enclosing payment. Double-check on the IRS website before sending anything.

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Zane Hernandez

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Thanks for the reminder! I almost sent it to the address from last year's instructions without checking. Do you know if the processing time is affected by using priority vs certified mail?

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Debra Bai

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Processing time isn't affected by the shipping method you choose. Once your return reaches the IRS facility, it enters the same processing queue regardless of how it arrived. The only timing advantage with Priority Mail is that it typically arrives at the IRS 1-3 days faster than regular Certified Mail. What DOES affect processing time is the complexity and format of your return. Paper returns generally take 6-8 weeks minimum to process, compared to 2-3 weeks for electronic filing. Within paper returns, those with many schedules, attachments, or amendments tend to take longer as they often require manual review.

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Gabriel Freeman

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Just wondering - have you considered scanning everything and e-filing instead? Even for prior year returns, there are options like TaxAct that still allow e-filing for previous tax years.

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Laura Lopez

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E-filing doesn't work for everything. I tried to e-file an amended return last year and the software wouldn't allow it because of some specific schedules I had to include. Some prior year returns also can't be e-filed after a certain date.

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Liam Murphy

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Make sure you look closely at the "examination report" from your audit (usually Form 4549) and compare it with the CP22. Sometimes the examination report shows the additional tax only, while the CP22 includes that PLUS penalties and interest. In my experience, it's usually not that they doubled the actual tax amount, but that they've added failure-to-pay penalties (usually 0.5% per month), accuracy-related penalties (20% of the unpaid tax), and interest (which compounds daily). These additions can significantly increase the total amount due.

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Aiden O'Connor

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Thanks for this advice! I just pulled out my Form 4549 and compared it to the CP22. You're right that there are penalties listed on the CP22 that weren't on the examination report, but they only account for about $1,200 of the difference. There's still $1,550 unaccounted for, which seems to be an additional tax assessment that wasn't in our agreement.

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Liam Murphy

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That's concerning. When you and the auditor reached an agreement, you should have signed a form acknowledging the additional tax assessment. Check if you have a copy of this agreement - it's your strongest evidence. With that $1,550 unexplained difference, you should definitely contact the IRS promptly. When you call, ask specifically for the "examination department" and reference your audit case number. They should be able to pull the records and see what was actually agreed upon. Be prepared to fax or mail copies of your documentation showing the original agreed amount.

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Amara Okafor

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Make sure you're also checking the tax year on both documents! I once had a similar panic moment until I realized the CP22 was actually addressing BOTH my 2023 and 2024 tax years, while my audit agreement only covered 2024. Easy to miss this detail when you're stressed about the numbers.

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CaptainAwesome

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This is excellent advice. The IRS often combines multiple issues in a single notice, especially if they're doing a multi-year review. I've seen CP22s that reference adjustments from completely different issues all bundled together.

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Emma Davis

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Just a heads up for everyone - make sure you're only deducting expenses that weren't reimbursed by your school. I almost got in trouble for this a few years ago because my school gave me $100 for supplies but I deducted the full $250 (the limit back then). My tax person caught it and explained I could only deduct the amount above what the school reimbursed. Also check with your state! Some states have additional educator expense deductions on top of the federal one. I'm in California and we get some extra benefits that nearly doubled my deduction.

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GalaxyGlider

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Do you know if educational software counts? I purchased some math game subscriptions for my students but I'm not sure if that qualifies under the teacher expense deduction.

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Emma Davis

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Educational software definitely counts toward the teacher expense deduction! The IRS specifically includes "books, supplies, equipment (including computer equipment, software, and services), and other materials used in the classroom" in their definition of qualified expenses. Those math game subscriptions should qualify as long as you paid for them yourself and weren't reimbursed by your school. Just make sure to keep the receipts or subscription confirmation emails as documentation.

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Malik Robinson

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Does anyone know if fileyourtaxes.com has a specific section for state teacher deductions? I found the federal one finally but my state (Illinois) has an additional credit that I can't figure out how to enter.

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Isabella Silva

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In fileyourtaxes.com, after you complete the federal section, it should automatically take you to state taxes. Look for a section called "Credits" or "Deductions" in the state portion. For Illinois specifically, I believe you're looking for the "K-12 Education Expense Credit" which should be listed in the credits section. If you can't find it, try using their search feature and type "Illinois education credit" or something similar. The state sections are sometimes less intuitive than the federal ones.

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22 Not a dumb question at all! I'm a seasonal tax preparer and see this all the time. Here's the technical answer: Yes, all capital gains should be reported regardless of amount. But the practical answer? The tax on 32 cents would be... basically nothing. If Cash App issued a 1099-B, the IRS has that information, so ideally you should report it. But you absolutely don't need to pay for premium software for this. Most basic free tax filing options can handle simple capital gains reporting without extra fees.

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7 So what form do I need to fill out for this? Is it complicated?

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22 You'll need to fill out Schedule D (Capital Gains and Losses) and Form 8949 (Sales and Other Dispositions of Capital Assets). The 1099-B from Cash App contains all the information you need to complete these forms. It's not particularly complicated for simple transactions like yours. Most tax software, even free versions, will walk you through entering the information from your 1099-B and will automatically fill out these forms for you. The software will ask for details like purchase date, sale date, cost basis, and proceeds - all of which should be on your 1099-B.

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4 Why is everyone making this so complicated? Just report it. Use free filing software, enter the numbers from the 1099-B, and be done with it. The tax will be literally pennies, but you'll have the peace of mind knowing you did everything by the book.

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24 This is the right answer. I had a similar situation last year. Reported tiny gains, took maybe 5 extra minutes in TurboTax free edition, paid no extra fees, and had zero issues. All this worrying is more work than just filing it correctly.

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4 Exactly! People get so worried about tax stuff when the solution is often simple. In this case: report it properly, pay the fraction of a penny you might owe, and sleep well knowing you're compliant. If the IRS sent you a form, they know about it - just include it in your return.

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